3-Chloro-4-(pyridin-2-ylmethoxy)aniline

Base Information

• Chemical Name: 3-Chloro-4-(pyridin-2-ylmethoxy)aniline
• CAS No.: 524955-09-7
• Molecular Formula: C12H11ClN2O
• Molecular Weight: 234.685
• Hs Code.: 2933399090
• European Community (EC) Number: 810-012-5
• UNII: 67KD7Z8H49
• DSSTox Substance ID: DTXSID80588396
• Wikidata: Q72458722
• Mol file: 524955-09-7.mol

Synonyms:3-chloro-4-(pyridin-2-ylmethoxy)aniline;524955-09-7;3-chloro-4-(2-pyridylmethoxy)aniline;Benzenamine, 3-chloro-4-(2-pyridinylmethoxy)-;AKOS B033273;67KD7Z8H49;3-Chloro-4-(pyridin-2-ylmethoxy)-phenylamine;UNII-67KD7Z8H49;3-Chloro-4-(2-pyridinylmethoxy)benzenamine;3-Chloro-4-[(pyridin-2-yl)methoxy]aniline;MFCD08699389;3-chloro-4-(pyridin-2-yl-methoxy)benzenamine;EN300-58964;3-chloro-4-(pyridin-2-ylmethoxy)-benzenamine;3-chloro-4-((pyridin-2-yl)methyloxy)aniline;3-chloro-4-(pyridin-2 -ylmethoxy) benzenamine;SCHEMBL159323;AMY6943;DTXSID80588396;XCAPJQSICQSUJP-UHFFFAOYSA-N;BDBM626187;BCP13651;CS-M0297;3-Chloro-4-(2pyridylmethoxy)aniline;AKOS000137040;DS-4550;MCULE-3636864676;SB17676;4-Pyridin-2-yl-methoxy-3-chloroaniline;3-chloro-4 (pyridin-2-ylmethoxy)aniline;3-chloro-4-(2-pyridinylmethoxy)-aniline;AC-25491;SY042191;3-chloro-4-(pyridin-2-ylmethoxy) aniline;3-chloro-4-(2-pyridylmethoxyl)-phenylamine;3-Chloro-4-(2-pyridinylmethoxy)-benzenamine;3-Chloro-4-(pyridin-2-ylmethoxy)phenylamine;C3150;3-Chloro-4-(pyridin-2-ylmethoxyl)-phenylamine;P10635;A852053;Z239873328;3-chloro-4-(pyridin-2-ylmethoxy)benzenamine;3-Chloro-4-(pyridin-2-ylmethoxy)aniline

Chemical Property of 3-Chloro-4-(pyridin-2-ylmethoxy)aniline

Chemical Property:

• Melting Point: 91.0 to 95.0 °C
• Boiling Point: 402.5±35.0 °C(Predicted)
• PKA: 3.88±0.10(Predicted)
• PSA: 48.14000
• Density: 1.292±0.06 g/cm3(Predicted)
• LogP: 3.47740
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 234.0559907
• Heavy Atom Count: 16
• Complexity: 215

Purity/Quality:

99.5%+ ^*data from raw suppliers

3-Chloro-4-(2-pyridylmethoxy)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)COC2=C(C=C(C=C2)N)Cl
• Uses: 3-Chloro-4-(2-pyridylmethoxy)aniline was used for preparation of disubstituted (arylamino)quinolinecarbonitriles as orally active irreversible inhibitors of human epidermal growth factor receptor-2 kinase activity and antitumor agents.

Technology Process of 3-Chloro-4-(pyridin-2-ylmethoxy)aniline

There total 12 articles about 3-Chloro-4-(pyridin-2-ylmethoxy)aniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

2-((2-chloro-4-nitrophenoxy)methyl)pyridine (179687-79-7) → 3-chloro-4-(2-pyridylmethoxy)aniline (524955-09-7)

Guidance literature:

With ammonium chloride; zinc; In ethanol; water; at 60 ℃;

Reference yield: 97.0%

2-chloro 4-aminophenol (3964-52-1) + 2-chloromethylpyridine hydrochloride (6959-47-3) → 3-chloro-4-(2-pyridylmethoxy)aniline (524955-09-7)

Guidance literature:

2-chloro 4-aminophenol; With benzaldehyde; In N,N-dimethyl-formamide; for 0.166667h;

2-chloromethylpyridine hydrochloride; With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 24h;

With hydrogenchloride; sodium hydroxide; water; more than 3 stages;

Reference yield: 33.0%

2-Hydroxymethylpyridine (586-98-1) + 2-chloro 4-aminophenol (3964-52-1) → 3-chloro-4-(2-pyridylmethoxy)aniline (524955-09-7)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran;

upstream raw materials:

2-((2-chloro-4-nitrophenoxy)methyl)pyridine

2-Hydroxymethylpyridine

2-chloro 4-aminophenol

2-chloromethylpyridine hydrochloride

Downstream raw materials:

C₂₃H₁₉ClN₄O₄

2-((2-chloro-4-nitrophenoxy)methyl)pyridine

N-(3-chloro-4-(2-pyridinemethoxy)phenyl)-2-cyanoacetamide

C₂₂H₂₀ClN₅O₃

Refernces

• 1、 Elkamhawy, Ahmed,Hassan, Ahmed H. E.,Kim, Hyeon Jeong,Lee, Kyeong,Paik, Sora,Park, Jong-Hyun,Park, Ki Duk,Roh, Eun Joo. "Discovery of novel and potent safinamide-based derivatives as highly selective hMAO-B inhibitors for treatment of Parkinson's disease (PD): Design, synthesis, in vitro, in vivo and in silico biological studies". . . Retrieved 2021/08/16.
• 2、 Jin, Shuyu,Sun, Xiuyun,Liu, Dan,Xie, Hua,Rao, Yu. "Design, synthesis and biological study of potent and covalent HER-2 tyrosine kinase inhibitors with low cytotoxicity in vitro". . p. 1333 - 1345. Retrieved 2019/05/06.